Method for production of cystamine and alkylene oxide adduct thereof, additive for aqueous lubricant, and aqueous lubricant

Abstract

Cystamine is produced by a method which comprises reacting a 2,2-dialkyl thiazolidine represented by the general formula (1): ##STR1## wherein R 1 and R 2 independently are alkyl groups of 1 to 5 carbon atoms, with a peroxide in the presence of water. An alkylene oxide adduct of cystamine is produced by a method which comprises reacting the reaction mixture obtained as described above further with an alkylene oxide. These cystamine and alkylene oxide adduct of cystamine are useful as an additive for an aqueous lubricant.

What is claimed is: 
     
       1. A method for the production of cystamine, which comprises reacting a 2,2-dialkyl thiazolidine represented by the general formula (1): ##STR15## wherein R 1  and R 2  independently are alkyl groups of 1 to 5 carbon atoms, with a peroxide in the presence of water. 
     
     
       2. A method according to claim 1, wherein said peroxide is hydrogen peroxide. 
     
     
       3. A method according to claim 1, wherein R 1  and R 2  in said general formula (1) independently are alkyl groups of 1 to 3 carbon atoms. 
     
     
       4. A method according to claim 1, wherein the amount of said peroxide is in the range of 0.4 to 1.0 mol, based on 1 mol of said 2,2-dialkyl thiazolidine. 
     
     
       5. A method according to claim 1, wherein said reaction is carried out at a temperature in the range of -10° to +100° C. 
     
     
       6. A method for the production of an alkylene oxide adduct of cystamine represented by the general formula (2): ##STR16## wherein X is a hydrogen atom, an alkyl group or phenyl group and p, q, r, and s independently are integers in the range of 0 to 10, providing the expression, p+q+r+s≧1, is fulfilled, which comprises reacting a 2,2-dialkyl thiazolidine represented by the general formula (1): ##STR17## wherein R 1  and R 2  independently are alkyl groups of 1 to 5 carbon atoms, with a peroxide in the presence of water and then reacting an alkylene oxide with the resultant product of the reaction. 
     
     
       7. A method according to claim 6, wherein said peroxide is hydrogen peroxide. 
     
     
       8. A method according to claim 6, wherein said alkylene oxide is selected from the group consisting of ethylene oxide and propylene oxide. 
     
     
       9. A method according to claim 6, wherein R 1  and R 2  in said general formula (1) independently are alkyl groups of 1 to 3 carbon atoms. 
     
     
       10. A method according to claim 6, wherein the amount of said alkylene oxide used is in the range of 1 to 20 mols, based on 1 mol of said 2,2-dialkyl thiazolidine. 
     
     
       11. An additive for an aqueous lubricant represented by the general formula (3): ##STR18## wherein X is a hydrogen atom or a methyl group and p, q, r, and s independently are integers in the range of 0 to 10. 
     
     
       12. An additive according to claim 11, wherein p, q, r, and s in said general formula (3) independently are integers in the range of 1 to 5 and p+q+r+s is 4 to 12. 
     
     
       13. An aqueous lubricant containing 0.1 to 50% by weight of an additive comprising a cystamine and/or an alkylene oxide adduct of cystamine represented by the general formula (3): ##STR19## wherein X is a hydrogen atom or a methyl group and p, q, r, and s independently are integers in the range of 0 to 10. 
     
     
       14. An aqueous lubricant according to claim 13, wherein p, q, r, and s in said general formula (3) independently are integers in the range of 1 to 5 and p+q+r+s is 4 to 12. 
     
     
       15. An aqueous lubricant according to claim 13, which contains 1 to 20% by weight of a polyglycol or a copolymer thereof.